Hydrochloric Acid → HCID 136387259, compound

HRID 1981427Notes

Reaction equation

HRID 1981427 reaction equation
[C:1]([C:3]1[CH:12]=[C:7]([C:8]([O:10][CH3:11])=[O:9])[C:6]([OH:13])=[CH:5][CH:4]=1)#[N:2].[ClH:14].[CH3:15][OH:16]>>[ClH:14].[CH3:15][O:16][N:2]=[CH:1][C:3]1[CH:12]=[C:7]([C:8]([O:10][CH3:11])=[O:9])[C:6]([OH:13])=[CH:5][CH:4]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 10583428Methyl 5-cyano-2-hydroxybenzoate

Product 1

HCID 136387259HCID 136387259, compound

Procedure

In 450 ml of anhydrous methanol, was suspended 44.0 g of methyl 5-cyanosalicylate. While being cooled in ice and stirred, the suspension was saturated with dried gaseous hydrogen chloride. The suspension was further stirred for 2 days at room temperature, then the resulting solution was concentrated to about 200 ml at a low temperature under reduced pressure, and admixed with ethyl acetate to precipitate colorless crystals. The crystals were collected by filtration and dried to obtain 41.0 g of methyl 5-methoxyiminomethylsalicylate hydrochloride.

Workup

  1. temperatureWhile being cooled in ice
  2. stirringThe suspension was further stirred for 2 days at room temperature
  3. concentrationthe resulting solution was concentrated to about 200 ml at a low temperature under reduced pressure
  4. customto precipitate colorless crystals
  5. filtrationThe crystals were collected by filtration
  6. customdried

Sources & evidence

ORD record
ord-f03788185a4944dbb9eeaf319af71ab9
Source dataset
uspto-grants-1985_04
Patent number
US04514416

Reaction notes

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